Quantitative structure-chemiluminescence intensity relationships of 4-substituted phenols acting as luminol signal enhancers

Kritikos, Nikolaos; Loukas, Yannis L.; Dotsikas, Yannis

doi:10.1016/j.chemolab.2015.07.003

Cited by 3 publications

(1 citation statement)

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“…Namely, electron‐donating substituents strongly increase the reaction rate between HRP and substituted phenols. In fact, the different substituent on para‐position of phenol can lead to dramatic changes in CL intensity of a luminol‐based HRP system ,, . Besides, it was found that the reaction rate had a good correlation with the Hammett substituent parameters (σ) but not with the Brown‐Okamoto constants ,.…”

Section: Introductionmentioning

confidence: 99%

Theoretical Study on the Catalytic Oxidation of p‐Iodophenol by Horseradish Peroxidase in a Chemiluminescent System

Liu

Lai

et al. 2018

ChemistrySelect

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Oxidation of p-iodophenol (PIP) by horseradish peroxidase (HRP) is a key factor contributing to the enhancement effect of PIP in the luminol-HRP-H 2 O 2 chemiluminescent (CL) system. However, the mechanism of enhancement is still unproved to this day. Herein we use quantum mechanics (QM) calculations to study the process of PIP oxidation by HRP, compound I (HRPÀ I) and compound II (HRP-II), and try to uncover the enhancement mechanism. The calculations demonstrate that the oxidation process of PIP by HRPÀ I/HRP-II involve a protoncoupled electron-transfer step and reveal the crucial role of a bridging water molecule. Besides, the reaction of HRP with PIP shows remarkably lower barriers in comparison with the reaction with luminol. This suggests that the enhancer PIP accelerates the turnover of HRP enzyme, which may facilitate the enhancement effect of PIP in the luminol CL system.[a] Prof.

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Section: Introductionmentioning

confidence: 99%